Pressing Backspace in text gets recorded in History as a chain of separate Clear steps
When we type a text, Ai treats it as one operation, all the time.
Even when we press Enter, the flow is considered to be uninterrupted — and there a bug report about this:
Even if an automatic conversion of bullets happen, Ai still thinks it’s not worth undoing — and there is a bug report about this as well: https://illustrator.uservoice.com/forums/333657/suggestions/46954429
But for some reason when I hold Backspace to delete a bunch of text, Ai records each deleted symbol as a separate step, despite the fact it’s treated by users as a one operation, eating up the history steps!
This is not what InDesign and many other apps do!
Word, however, does not does clustering for Backspace, and remembers deleting all symbols separately (although naming each step as 'Typing', opposed to Ai’s 'Clear', which is not cool.)
But Google Docs clusters Backspaces (but does not have a history as a list you can refer to).
Perhaps it’d be wise to give users an option to define the behavior.